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Cheap flights from Portland, Maine to San José from $156

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland, Maine to San José departing on 5/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Portland, Maine to San José

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
7:20 pm - 11:05 am
PWM
-
SJO
17h 45m
2 stops
American Airlines Logo
1:09 pm - 11:38 pm
SJO
-
PWM
9h 29m
2 stops
$345American Airlines
Tue, Oct 27 - Tue, Nov 3
American Airlines Logo
7:20 pm - 11:05 am
PWM
-
SJO
17h 45m
2 stops
American Airlines Logo
2:45 pm - 1:22 pm
SJO
-
PWM
20h 37m
2 stops
$394American Airlines
Fri, Oct 9 - Sat, Oct 17
American Airlines Logo
7:20 pm - 1:00 pm
PWM
-
SJO
19h 40m
2 stops
American Airlines Logo
1:05 pm - 1:22 pm
SJO
-
PWM
22h 17m
2 stops
$404American Airlines
Fri, Oct 9 - Sat, Oct 17
United Airlines Logo
6:00 am - 11:42 am
PWM
-
SJO
7h 42m
1 stop
United Airlines Logo
11:28 pm - 1:38 pm
SJO
-
PWM
13h 10m
1 stop
$406United Airlines
Tue, Oct 27 - Tue, Nov 3
American Airlines Logo
5:58 pm - 11:50 am
PWM
-
SJO
19h 52m
2 stops
American Airlines Logo
12:50 pm - 12:35 pm
SJO
-
PWM
21h 45m
2 stops
$420American Airlines
Wed, Jul 1 - Tue, Jul 7
American Airlines Logo
6:50 pm - 11:05 am
PWM
-
SJO
18h 15m
2 stops
American Airlines Logo
1:05 pm - 11:54 am
SJO
-
PWM
20h 49m
2 stops
$446American Airlines
Fri, Sep 18 - Wed, Oct 7
American Airlines Logo
7:20 pm - 11:05 am
PWM
-
SJO
17h 45m
2 stops
American Airlines Logo
1:05 pm - 11:54 am
SJO
-
PWM
20h 49m
2 stops
$449American Airlines
Fri, Sep 18 - Wed, Oct 7
Multiple Airlines Logo
6:30 am - 11:45 am
PWM
-
SJO
31h 15m
3 stops
Multiple Airlines Logo
9:45 am - 11:43 pm
SJO
-
PWM
36h 58m
2 stops
$500Multiple Airlines
Tue, Oct 27 - Tue, Nov 3
United Airlines Logo
8:15 pm - 11:38 am
PWM
-
SJO
17h 23m
1 stop
United Airlines Logo
12:44 pm - 11:27 pm
SJO
-
PWM
8h 43m
1 stop
$501United Airlines
Fri, Sep 18 - Wed, Oct 7
United Airlines Logo
7:35 pm - 12:21 pm
PWM
-
SJO
18h 46m
2 stops
United Airlines Logo
12:44 pm - 11:27 pm
SJO
-
PWM
8h 43m
1 stop
$506United Airlines
Fri, Sep 18 - Wed, Oct 7

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American Airlines flights from Portland, Maine to San José

Our best American Airlines deals on Portland, Maine to San José flight tickets
American Airlines
Oct 27
PWM7:20 pmPortland
17h 45m
2 stops
SJO11:05 amSan José Juan Santamaria Intl
Nov 3
SJO1:09 pmSan José Juan Santamaria Intl
9h 29m
2 stops
PWM11:38 pmPortland
$345
American Airlines
May 4
PWM7:23 pmPortland
19h 59m
2 stops
SJO1:22 pmSan José Juan Santamaria Intl
May 9
SJO12:10 pmSan José Juan Santamaria Intl
19h 44m
2 stops
PWM9:54 amPortland
$349
American Airlines
Oct 9
PWM7:20 pmPortland
17h 45m
2 stops
SJO11:05 amSan José Juan Santamaria Intl
Oct 17
SJO2:45 pmSan José Juan Santamaria Intl
20h 37m
2 stops
PWM1:22 pmPortland
$394

United Airlines flights from Portland, Maine to San José

Our best United Airlines deals on Portland, Maine to San José flight tickets
United Airlines
Oct 27
PWM6:00 amPortland
7h 42m
1 stop
SJO11:42 amSan José Juan Santamaria Intl
Nov 3
SJO11:28 pmSan José Juan Santamaria Intl
13h 10m
1 stop
PWM1:38 pmPortland
$406
United Airlines
Sep 18
PWM8:15 pmPortland
17h 23m
1 stop
SJO11:38 amSan José Juan Santamaria Intl
Oct 7
SJO12:44 pmSan José Juan Santamaria Intl
8h 43m
1 stop
PWM11:27 pmPortland
$501
United Airlines
Sep 18
PWM7:35 pmPortland
18h 46m
2 stops
SJO12:21 pmSan José Juan Santamaria Intl
Oct 7
SJO12:44 pmSan José Juan Santamaria Intl
8h 43m
1 stop
PWM11:27 pmPortland
$506

momondo Fare Finder

 
Customize your flight search to find flights from Portland, Maine to San José that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated May 2, 2026.
Use the filters below to find and compare flights from Portland, Maine to San José that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandSan José

PWM - SJO

PWMSJO

Portland

Tue 10/27

7:20 pm-11:05 am

2 stops17h 45m

San José Juan Santamaria Intl

Tue 11/3

1:09 pm-11:38 pm

2 stops9h 29m

$345

PortlandSan José

PWM - SJO

PWMSJO

Portland

Fri 10/9

7:20 pm-11:05 am

2 stops17h 45m

San José Juan Santamaria Intl

Sat 10/17

2:45 pm-1:22 pm

2 stops20h 37m

$394

PortlandSan José

PWM - SJO

PWMSJO

Portland

Fri 10/9

7:20 pm-1:00 pm

2 stops19h 40m

San José Juan Santamaria Intl

Sat 10/17

1:05 pm-1:22 pm

2 stops22h 17m

$404
Quickest round-trip

PortlandSan José

PWM - SJO

PWMSJO

Portland

Tue 10/27

6:00 am-11:42 am

1 stop7h 42m

San José Juan Santamaria Intl

Tue 11/3

11:28 pm-1:38 pm

1 stop13h 10m

$406

PortlandSan José

PWM - SJO

PWMSJO

Portland

Wed 7/1

5:58 pm-11:50 am

2 stops19h 52m

San José Juan Santamaria Intl

Tue 7/7

12:50 pm-12:35 pm

2 stops21h 45m

$420

PortlandSan José

PWM - SJO

PWMSJO

Portland

Fri 9/18

6:50 pm-11:05 am

2 stops18h 15m

San José Juan Santamaria Intl

Wed 10/7

1:05 pm-11:54 am

2 stops20h 49m

$446

PortlandSan José

PWM - SJO

PWMSJO

Portland

Fri 9/18

7:20 pm-11:05 am

2 stops17h 45m

San José Juan Santamaria Intl

Wed 10/7

1:05 pm-11:54 am

2 stops20h 49m

$449

PortlandSan José

PWM - SJO

PWMSJO

Portland

Tue 10/27

6:30 am-11:45 am

3 stops31h 15m

San José Juan Santamaria Intl

Tue 11/3

9:45 am-11:43 pm

2 stops36h 58m

$500

PortlandSan José

PWM - SJO

PWMSJO

Portland

Fri 9/18

8:15 pm-11:38 am

1 stop17h 23m

San José Juan Santamaria Intl

Wed 10/7

12:44 pm-11:27 pm

1 stop8h 43m

$501

PortlandSan José

PWM - SJO

PWMSJO

Portland

Fri 9/18

7:35 pm-12:21 pm

2 stops18h 46m

San José Juan Santamaria Intl

Wed 10/7

12:44 pm-11:27 pm

1 stop8h 43m

$506

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Portland, Maine to San José

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Portland, Maine and San José?

What is the cheapest month to fly to San José?

In general, January is the cheapest month to fly from Portland, Maine to San José. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $362. If you don’t want to visit San José in January, then you should wait until July to fly from Portland, Maine, when ticket prices are also cheap, with an average price of $381.

Can stopping save me money on Portland, Maine to San José flights?

You could potentially save up to 23% on your flight if you consider stops on a Portland, Maine to San José flight.

How have Portland, Maine to San José flight prices changed over time?

When to book flights from Portland, Maine to San José

Are you open to changing your travel dates? Check out the ideal times to fly from Portland, Maine to San José according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Portland, Maine to San José (PWM to SJO) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland, Maine to San José

Fastest flight time

7h 38m

Direct flights

None
The fastest flight from Portland, Maine to San José takes 7h 38m
There are no direct flights from Portland, Maine to San José. There are no popular flight routes from Portland, Maine to San José.
Search flight deals

Frequently asked questions about flying from Portland, Maine to San José

  • How far is Portland to San José Juan Santamaria Intl by plane?

    There are 2472.4 mi between Portland and San José Juan Santamaria Intl. Typically, this will take 7h 38m by plane in normal conditions.

  • When did momondo last update prices for flights from Portland Airport to San José Juan Santamaria Intl Airport?

    Prices for flights from Portland Airport to San José Juan Santamaria Intl Airport refresh daily.

  • How many operators does momondo search for flights from Portland Airport to San José Juan Santamaria Intl Airport?

  • How old do you have to be to fly from Portland Airport to San José Juan Santamaria Intl Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to San José Juan Santamaria Intl Airport.

  • What documentation or ID do you need to fly to San José Juan Santamaria Intl Airport?

    The travel and health documents you'll need for your trip to San José Juan Santamaria Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at San José Juan Santamaria Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Portland, Maine to San José?

Best airlines flying from Portland, Maine to San José

Compare and see reviews for airlines that fly from Portland, Maine to San José with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $145Free CancellationRating
7.9
8,460 reviews
Search Delta flights
American AirlinesPriceFrom $274Free CancellationRating
7.1
11,673 reviews
Search American Airlines flights
United AirlinesPriceFrom $431Free CancellationRating
7.4
9,679 reviews
Search United Airlines flights
SouthwestPriceFrom $551Free CancellationRating
8.0
4,314 reviews
Search Southwest flights

Traveling to a place near San José?

Book flights to San José if you plan to visit one of these locations
Manuel Antonio
Jacó
Monteverde
Alajuela
Heredia
Santa Elena
Dominical
San Gerardo de Dota
Esterillos Este

Why use momondo?

Why should I use momondo to find a flight deal from Portland to San José?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Portland to San José. momondo saves you time and could save you money on your trip.

Can I find flights from Portland to San José with flexible booking policies on momondo?

All flight searches from Portland to San José on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Portland to San José?

momondo helps you find the best flight between Portland and San José by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Portland to San José right now. Can momondo alert me if prices change?

Price alerts on flights to San José from Portland are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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